6-Acetoxy-6-epi-physacoztolide D[(20S,22R)-6-alpha,18-diacetoxy-14-alpha,17-beta,20-trihydroxy-1-oxowitha-2,4,24-trienolide]

ID: ALA4871061

PubChem CID: 164625256

Max Phase: Preclinical

Molecular Formula: C32H42O10

Molecular Weight: 586.68

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(=O)OC[C@]12CC[C@H]3[C@@H](C[C@H](OC(C)=O)C4=CC=CC(=O)[C@@]43C)[C@]1(O)CC[C@@]2(O)[C@@](C)(O)C1CC(C)=C(C)C(=O)O1

Standard InChI:  InChI=1S/C32H42O10/c1-17-14-26(42-27(36)18(17)2)29(6,37)32(39)13-12-31(38)23-15-24(41-20(4)34)22-8-7-9-25(35)28(22,5)21(23)10-11-30(31,32)16-40-19(3)33/h7-9,21,23-24,26,37-39H,10-16H2,1-6H3/t21-,23+,24-,26?,28+,29-,30+,31+,32+/m0/s1

Standard InChI Key:  QIMKIDDNFLCWLV-GIVFLZOGSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4871061

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 586.68

Molecular Weight (Monoisotopic): 586.2778

AlogP: 2.63

#Rotatable Bonds: 5

Polar Surface Area: 156.66

Molecular Species: NEUTRAL

HBA: 10

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.68

CX Basic pKa: ┄

CX LogP: 1.73

CX LogD: 1.73

Aromatic Rings: ┄

Heavy Atoms: 42

QED Weighted: 0.32

Np Likeness Score: 3.10

References

1. Kithsiri Wijeratne EM, Xu YM, Liu MX, Inacio MC, Brooks AD, Tewary P, Sayers TJ, Gunatilaka AAL..  (2021)  Ring A/B-Modified 17β-Hydroxywithanolide Analogues as Antiproliferative Agents for Prostate Cancer and Potentiators of Immunotherapy for Renal Carcinoma and Melanoma.,  84  (12.0): [PMID:34851111] [10.1021/acs.jnatprod.1c00724]

Source

Source(1):

• Scientific Literature